ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate

Base Information

• Chemical Name: ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate
• CAS No.: 411242-00-7
• Molecular Formula: C₂₆H₃₂O₃Si
• Molecular Weight: 420.624
• Mol file: 411242-00-7.mol

Synonyms:ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate

Chemical Property of ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate

There total 4 articles about ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) + 3(R)-(tert-butyldiphenylsilanyloxy)pent-4-ynal (411242-11-0) → ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate (411242-00-7)

Guidance literature:

In benzene; at 23 ℃; for 12h;

DOI:10.1021/ol025537r

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate (411242-00-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 88 percent / imidazole / CH₂Cl₂ / 4 h / 23 °C

2.1: OsO₄; N-methylmorpholine N-oxide / acetone; H₂O / 4 h / 20 °C

2.2: 64 percent / NaIO₄/SiO₂ / CH₂Cl₂ / 2 h / 23 °C

3.1: 87 percent / benzene / 12 h / 23 °C

With 1H-imidazole; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In dichloromethane; water; acetone; benzene;

DOI:10.1021/ol025537r

Reference yield:

5-hexen-1-yn-3(R)-ol (208336-98-5) → ethyl 5(R)-(tert-butyldiphenylsilanyloxy)-2-methylhept-2(E)-en-6-ynoate (411242-00-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 88 percent / imidazole / CH₂Cl₂ / 4 h / 23 °C

2.1: OsO₄; N-methylmorpholine N-oxide / acetone; H₂O / 4 h / 20 °C

2.2: 64 percent / NaIO₄/SiO₂ / CH₂Cl₂ / 2 h / 23 °C

3.1: 87 percent / benzene / 12 h / 23 °C

With 1H-imidazole; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In dichloromethane; water; acetone; benzene;

DOI:10.1021/ol025537r

upstream raw materials:

(carbethoxyethylidene)triphenylphosphorane

3(R)-(tert-butyldiphenylsilanyloxy)pent-4-ynal

tert-butylchlorodiphenylsilane

5-hexen-1-yn-3(R)-ol

Downstream raw materials:

1-[1(R)-(tert-butyldimethylsilanyloxy)-1(R)-methyl-3-(6-oxo-3,6-dihydro-2H-pyran-2(R)-yl)allyl]-3(R),10-bis(tert-butyldiphenylsilanyloxy)-deca-4(Z),6(Z),8(E)-trienyl bis[2-(trimethylsilanyl)ethyl] phosphate

6(R)-[3(R)-(tert-butyldimethylsilanyloxy)-6(R),13-bis-(tert-butyldiphenylsilanyloxy)-4(R)-hydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydro-pyran-2-one

6(R)-[6(R),13-bis(tert-butyldiphenylsilanyloxy)-3(R),4(R)-dihydroxy-3(R)-methyltrideca-1(E),7(Z),9(Z),11(E)-tetraenyl]-5,6-dihydropyran-2-one

1(R)-(2-{5(R)-[4-bromo-2(R)-(tert-butyldiphenylsilanyloxy)but-3(Z)-enyl]-2,2,4(R)-trimethyl-[1,3]dioxolan-4(R)-yl}vinyl)but-3-enyl acrylate